118967-32-1

Basic information

• Product Name: 2-styrylquinoline-4-carboxylic acid
• Synonyms: 2-styrylquinoline-4-carboxylic acid
• CAS NO: 118967-32-1
• Molecular Weight: 275.307
• Mol File: 118967-32-1.mol

Chemical Properties

• CAS DataBase Reference: 2-styrylquinoline-4-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-styrylquinoline-4-carboxylic acid(118967-32-1)
• EPA Substance Registry System: 2-styrylquinoline-4-carboxylic acid(118967-32-1)

Safety Data

• Hazardous Substances Data: 118967-32-1(Hazardous Substances Data)

Upstream product

• 91-56-5 indole-2,3-dione 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 127-17-3 2-oxo-propionic acid 
• 62-53-3 aniline 
• 104-55-2 3-phenyl-propenal 
• 634-38-8 2-methylquinoline-4-carboxylic acid 
• 100-52-7 benzaldehyde 

Downstream Products

• 118967-33-2 methyl 2-styrylquinoline-4-carboxylate 
• 118967-34-3 ethyl 2-styrylquinoline-4-carboxylate 
• 65-85-0 benzoic acid 

Relevant articles and documents

SYNTHESIS OF QUINOLINE-4-CARBOXYLIC ACID AND ITS DERIVATIVES

2-Methylquinoline-4-carboxylic acid was obtained by the reaction of isatin with acetone in the presence of alkali.This acid was converted through a step involving (E)-2-styrylquinoline-4-carboxylic acid to quinoline-2,4-dicarboxylic acid, from which quinoline-4-carboxylic acid was obtained by refluxing in nitrobenzene.The structures of the synthesized compounds were confirmed by 1H NMR spectroscopy using two-dimensional (2DJ) spectra.

Microwave-assisted synthesis of 2-styrylquinoline-4-carboxylic acid derivatives to improve the toxic effect against Leishmania (Leishmania) amazonensis

The identification of new compounds is urgent to develop safe and efficacious candidates for leishmaniasis treatment, especially from natural products as a potential source of active molecules against neglected tropical parasite diseases. Inspired by the efficacious quinoline alkaloid microbial effects, we have previously reported the synthesis and biological activity of 2-phenylquinoline-4-carboxylic acids and poly-substituted quinolines against parasites. In this work, a series of eighteen 2-styryl-4-quinolinecarboxylic acids were synthesized under microwave irradiation settings obtaining from good to excellent yields (60%-90%), shorter reaction times (2 minutes), and eco-friendly experimental conditions. All these products were evaluated against infective forms of Leishmania (Leishmania) amazonensis, such as promastigotes and intracellular amastigotes, based on cytotoxicity assays, including host macrophage infection assays. Compounds 4 and 5 possessing a 2-chloro or 4-chlorostyryl moiety, respectively, were considered the most promising antileishmanial agents due to the parasite killing effect in intracellular forms inside infected macrophages. Thus, our results revealed that the 2-styryl-4-quinolinecarboxylic acid backbone structure was essential for the activity against intracellular pathogens like L. (L.) amazonensis.